JP3706307B2 - イミダゾジアゼピン誘導体 - Google Patents
イミダゾジアゼピン誘導体 Download PDFInfo
- Publication number
- JP3706307B2 JP3706307B2 JP2000618275A JP2000618275A JP3706307B2 JP 3706307 B2 JP3706307 B2 JP 3706307B2 JP 2000618275 A JP2000618275 A JP 2000618275A JP 2000618275 A JP2000618275 A JP 2000618275A JP 3706307 B2 JP3706307 B2 JP 3706307B2
- Authority
- JP
- Japan
- Prior art keywords
- chloro
- methyl
- benzodiazepine
- minutes
- hours
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- BMGXAZCDDYTVFV-UHFFFAOYSA-N imidazo[4,5-c]diazepine Chemical class C1=CN=NC2=NC=NC2=C1 BMGXAZCDDYTVFV-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 30
- 239000003814 drug Substances 0.000 claims description 15
- -1 oxadiazol-3-yl Chemical group 0.000 claims description 9
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 239000002249 anxiolytic agent Substances 0.000 claims description 7
- 230000001624 sedative effect Effects 0.000 claims description 7
- BQDNOTJWILKDQI-UHFFFAOYSA-N 7-chloro-3-[5-(chloromethyl)-1,2,4-oxadiazol-3-yl]-5-methyl-4h-imidazo[1,5-a][1,4]benzodiazepin-6-one Chemical compound N1=CN2C3=CC=CC(Cl)=C3C(=O)N(C)CC2=C1C1=NOC(CCl)=N1 BQDNOTJWILKDQI-UHFFFAOYSA-N 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 239000001961 anticonvulsive agent Substances 0.000 claims description 5
- KSSXNHGPIDAUAS-UHFFFAOYSA-N 1,4-benzodiazepin-6-one Chemical compound N1=CC=NC=C2C(=O)C=CC=C21 KSSXNHGPIDAUAS-UHFFFAOYSA-N 0.000 claims description 4
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims description 4
- 230000001773 anti-convulsant effect Effects 0.000 claims description 3
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- 238000005576 amination reaction Methods 0.000 claims 1
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- OGNRYMCWVTZNTN-UHFFFAOYSA-N 7-chloro-5-methyl-6-oxo-4h-imidazo[1,5-a][1,4]benzodiazepine-3-carboxamide Chemical compound O=C1N(C)CC2=C(C(N)=O)N=CN2C2=CC=CC(Cl)=C21 OGNRYMCWVTZNTN-UHFFFAOYSA-N 0.000 description 7
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 6
- OMYWEBATCXKXLI-UHFFFAOYSA-N 7-chloro-n'-hydroxy-5-methyl-6-oxo-4h-imidazo[1,5-a][1,4]benzodiazepine-3-carboximidamide Chemical compound O=C1N(C)CC2=C(C(N)=NO)N=CN2C2=CC=CC(Cl)=C21 OMYWEBATCXKXLI-UHFFFAOYSA-N 0.000 description 6
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- SQTOIFUJFBCCIA-UHFFFAOYSA-N 6-chloro-4-methyl-1,3-dihydro-1,4-benzodiazepine-2,5-dione Chemical compound O=C1N(C)CC(=O)NC2=CC=CC(Cl)=C21 SQTOIFUJFBCCIA-UHFFFAOYSA-N 0.000 description 5
- ZAMMFLQIVBVQMQ-UHFFFAOYSA-N 7-chloro-5-methyl-6-oxo-4h-imidazo[1,5-a][1,4]benzodiazepine-3-carbonitrile Chemical compound O=C1N(C)CC2=C(C#N)N=CN2C2=CC=CC(Cl)=C21 ZAMMFLQIVBVQMQ-UHFFFAOYSA-N 0.000 description 5
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- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 4
- 241000699666 Mus <mouse, genus> Species 0.000 description 4
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 4
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- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
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- WSDBAFQWNWJTNG-UHFFFAOYSA-N sarmazenil Chemical compound C1N(C)C(=O)C2=C(Cl)C=CC=C2N2C=NC(C(=O)OCC)=C21 WSDBAFQWNWJTNG-UHFFFAOYSA-N 0.000 description 3
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- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- YZPAKBGVJIVPEU-UHFFFAOYSA-N 1,2-benzodiazepin-6-one Chemical compound N1=NC=CC=C2C(=O)C=CC=C21 YZPAKBGVJIVPEU-UHFFFAOYSA-N 0.000 description 2
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/06—Peri-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/08—Antiepileptics; Anticonvulsants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/22—Anxiolytics
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Neurology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pain & Pain Management (AREA)
- Anesthesiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP99109513 | 1999-05-12 | ||
| EP99109513.4 | 1999-05-12 | ||
| PCT/EP2000/004034 WO2000069858A1 (en) | 1999-05-12 | 2000-05-05 | Imidazodiazepine derivative |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2002544277A JP2002544277A (ja) | 2002-12-24 |
| JP3706307B2 true JP3706307B2 (ja) | 2005-10-12 |
Family
ID=8238165
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000618275A Expired - Lifetime JP3706307B2 (ja) | 1999-05-12 | 2000-05-05 | イミダゾジアゼピン誘導体 |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US6391873B1 (xx) |
| EP (1) | EP1178990B1 (xx) |
| JP (1) | JP3706307B2 (xx) |
| KR (1) | KR100451610B1 (xx) |
| CN (1) | CN1164590C (xx) |
| AR (1) | AR023884A1 (xx) |
| AT (1) | ATE231865T1 (xx) |
| AU (1) | AU769666B2 (xx) |
| BR (1) | BR0010495A (xx) |
| CA (1) | CA2372040C (xx) |
| DE (1) | DE60001313T2 (xx) |
| DK (1) | DK1178990T3 (xx) |
| ES (1) | ES2189759T3 (xx) |
| MX (1) | MXPA01011449A (xx) |
| TR (1) | TR200103237T2 (xx) |
| WO (1) | WO2000069858A1 (xx) |
| ZA (1) | ZA200108913B (xx) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008018307A1 (fr) | 2006-08-11 | 2008-02-14 | Panasonic Corporation | Contre-mesure de temporisation d'une pluralité de dispositifs de lecture et dispositif d'enregistrement/reproduction réalisant un contrôle d'économie d'énergie |
| WO2009024324A2 (en) * | 2007-08-20 | 2009-02-26 | Evotec Neurosciences Gmbh | Treatment of sleep disorders |
| US20090054412A1 (en) * | 2007-08-20 | 2009-02-26 | John Alan Kemp | Treatment of Sleep Disorders |
| BRPI0815579A2 (pt) * | 2007-08-20 | 2015-02-18 | Evotec Neurosciences Gmbh | Tratamento de distúrbio do sono |
| DK2252581T3 (da) * | 2008-01-22 | 2012-07-16 | Lilly Co Eli | Kappa-selektiv opioidreceptorantagonist |
| CN107007559B (zh) * | 2017-04-21 | 2020-05-15 | 浙江京新药业股份有限公司 | 一种稳定的口服药物组合物及其制备方法 |
| CN109134471B (zh) * | 2017-06-27 | 2020-05-15 | 浙江京新药业股份有限公司 | 一种苯并二氮杂*化合物的固态形式及其制备方法和应用 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2143246C (en) * | 1994-03-16 | 2000-08-22 | Thierry Godel | Imidazodiazepines |
| DE59607274D1 (de) * | 1995-01-06 | 2001-08-16 | Hoffmann La Roche | Hydroxymethyl-imidazodiazepine und deren ester |
-
2000
- 2000-05-05 ES ES00936713T patent/ES2189759T3/es not_active Expired - Lifetime
- 2000-05-05 EP EP00936713A patent/EP1178990B1/en not_active Expired - Lifetime
- 2000-05-05 TR TR2001/03237T patent/TR200103237T2/xx unknown
- 2000-05-05 CN CNB008074666A patent/CN1164590C/zh not_active Expired - Lifetime
- 2000-05-05 JP JP2000618275A patent/JP3706307B2/ja not_active Expired - Lifetime
- 2000-05-05 DK DK00936713T patent/DK1178990T3/da active
- 2000-05-05 DE DE60001313T patent/DE60001313T2/de not_active Expired - Lifetime
- 2000-05-05 BR BR0010495-7A patent/BR0010495A/pt not_active Application Discontinuation
- 2000-05-05 WO PCT/EP2000/004034 patent/WO2000069858A1/en active IP Right Grant
- 2000-05-05 AT AT00936713T patent/ATE231865T1/de active
- 2000-05-05 KR KR10-2001-7014366A patent/KR100451610B1/ko active IP Right Grant
- 2000-05-05 MX MXPA01011449A patent/MXPA01011449A/es active IP Right Grant
- 2000-05-05 AU AU52114/00A patent/AU769666B2/en not_active Expired
- 2000-05-05 CA CA002372040A patent/CA2372040C/en not_active Expired - Lifetime
- 2000-05-08 AR ARP000102212A patent/AR023884A1/es active IP Right Grant
- 2000-05-08 US US09/566,832 patent/US6391873B1/en not_active Expired - Lifetime
-
2001
- 2001-10-29 ZA ZA200108913A patent/ZA200108913B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CA2372040A1 (en) | 2000-11-23 |
| BR0010495A (pt) | 2002-02-13 |
| US6391873B1 (en) | 2002-05-21 |
| CA2372040C (en) | 2008-12-02 |
| AR023884A1 (es) | 2002-09-04 |
| KR20010112487A (ko) | 2001-12-20 |
| ATE231865T1 (de) | 2003-02-15 |
| KR100451610B1 (ko) | 2004-10-06 |
| EP1178990B1 (en) | 2003-01-29 |
| TR200103237T2 (tr) | 2002-04-22 |
| CN1350538A (zh) | 2002-05-22 |
| DE60001313D1 (en) | 2003-03-06 |
| JP2002544277A (ja) | 2002-12-24 |
| ES2189759T3 (es) | 2003-07-16 |
| AU769666B2 (en) | 2004-01-29 |
| CN1164590C (zh) | 2004-09-01 |
| WO2000069858A1 (en) | 2000-11-23 |
| ZA200108913B (en) | 2003-03-26 |
| DE60001313T2 (de) | 2004-01-22 |
| MXPA01011449A (es) | 2002-06-04 |
| DK1178990T3 (da) | 2003-05-26 |
| EP1178990A1 (en) | 2002-02-13 |
| AU5211400A (en) | 2000-12-05 |
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